A Tale of Two Friends



What’s your gender? Man
How old are you? 22
What’s your race/ethnicity? Southeast Asian
What continent do you live on? North America
What country and/or city do you live in? United States
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Business Development Associate
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Muslim
How religious are you? A little
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? None
How many sexual partners have you had in your life (including oral sex)? 3
How many hookup stories have you here posted before? 0

A Tale of Two Friends

How long ago did this hookup happen? 2 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? It started as a FWB, but it became a monogamous relationship

How long did you know the person before this hookup? For 1 to 3 years

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? Natalia was a woman of average height, but anything but the average body. She had just the right amount of curves, especially around her ass, blonde hair and blue-gray eyes. We had met through a mutual friend who had dated her. After he broke up with her, we became better friends as I supported her through it. I wasn’t interested in her at the time, and until things really went wild, I hadn’t considered anything between us. However, when we would go out drinking, just us two, we’d talk about sexual things we’re into and occasionally she would use her foot and run it up the inside of my leg, and I’d sneak a slap on her ass. So there was for sure some sexual tension, but nothing that was growing so I didn’t give it any thought.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Junior year had just begun. I hadn’t seen her in a while and we planned to have a nice night in with some wine. We caught up a bit and I sat right next to her while we talked. As we got a bit more intoxicated, I started to get more handsy. I knew she was into BDSM, much like myself. Also, I was a Dom and she a Sub, so a good match there. Slowly I started to grab her neck, or tug on her hair a bit. Then, things took a turn.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? I asked to see her asshole. I’ve always thought she had a great ass and at that point, I was overcome with desire. She agreed and slowly peeled off her shorts and underwear. I couldn’t contain myself, and I leaped up and started to eat her ass out. She let out a moan and then we stopped. She sheepishly looked at me and said, “You weren’t supposed to do that”. To which I replied, “But you enjoyed it right?”. She nodded in agreement and we realized we were out of wine, so we got a second bottle. After having more of wine we started to play with each other more. Nothing crazy, just some hands stuff and some kissing. Then we did something crazy. We took a break and I saw she had some lollipops. I took one for a little snack, but then I had an idea. I asked her if she would let me put this bubblegum flavored lollipop in her ass. She agreed faster than I thought and away we went. Here I was pumping my friend’s asshole with a bubblegum lollipop, and it was the hottest thing ever. We went on doing more hands stuff and a little oral for the next 5 hours. Oh, and yes, I ate the lollipop.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, but I was close

Did your partner have an orgasm? No

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? I was at first scared that things would get weird between us, but we embraced it and had more fun later on. I was hoping to continue with her and we did, even to this day.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Discussed STI testing history, No penetrative sex happened

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Intoxication, Power / Dominance, Submission / Relinquishing power, Just happened, I don’t know why, just went along with it

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? A little bit

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? A little bit

Did your partner(s) consent to this hookup? She was willing to participate but with stipulations on what we could do. I was sure to ask before, during, and after.

To whom did you talk about the hookup? How did they react? No one, we didn’t want our friend group to know.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The best part was that I got to enjoy a great moment with my friend.

What was the WORST thing about this hookup? The worst part was that we didn’t do it earlier.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No really

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? Nothing else

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I think casual sex is a choice someone can make. It’s kind of like gaming, it’s okay if you participate, but people will judge your character, even within the community. I’d like to see people judge less for it, or rather judge them appropriately. Someone who engages in lots of casual sex responsibly isn’t a bad person, just a risk-taker and adventurous, and maybe that’s good in some situations but not others.

What do you think about the Casual Sex Project? I think it’s a good idea and lets people know what others are doing sexually.

You have a hookup story to share? Submit it here!